#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/16/7011652.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7011652
loop_
_publ_author_name
'McMorran, David A.'
'Steel, Peter J.'
_publ_section_title
;
 New U- and Y-shaped components for metallosupramolecular assemblies:
 synthesis and coordination chemistry of 2,6-bis(3-pyridyloxy)pyrazine
;
_journal_issue                   17
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3321
_journal_paper_doi               10.1039/b202593k
_journal_year                    2002
_chemical_formula_sum            'C16 H13 Cu N7 O8'
_chemical_formula_weight         494.87
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                108.12(2)
_cell_angle_beta                 96.74(2)
_cell_angle_gamma                110.76(3)
_cell_formula_units_Z            2
_cell_length_a                   8.148(6)
_cell_length_b                   11.446(9)
_cell_length_c                   11.866(9)
_cell_measurement_temperature    168(2)
_cell_volume                     950.7(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      168(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0773
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12475
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    1.214
_exptl_absorpt_correction_T_max  0.8680
_exptl_absorpt_correction_T_min  0.7122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A57 33-38'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             502
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.131
_refine_diff_density_min         -1.082
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3865
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0645P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1161
_reflns_number_gt                2567
_reflns_number_total             3865
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b202593k.txt
_cod_data_source_block           3pjs
_cod_original_cell_volume        950.6(13)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7011652
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.12740(6) 0.03643(4) -0.10707(4) 0.02783(17) Uani 1 1 d . . .
N11 N 0.1508(4) 0.2271(3) -0.0551(3) 0.0273(7) Uani 1 1 d . . .
C12 C 0.2862(5) 0.3217(4) 0.0422(3) 0.0295(9) Uani 1 1 d . . .
H12A H 0.3531 0.2946 0.0921 0.035 Uiso 1 1 calc R . .
C13 C 0.3306(5) 0.4577(4) 0.0714(3) 0.0299(9) Uani 1 1 d . . .
C14 C 0.2318(5) 0.4981(4) 0.0034(4) 0.0355(10) Uani 1 1 d . . .
H14A H 0.2594 0.5913 0.0236 0.043 Uiso 1 1 calc R . .
C15 C 0.0906(6) 0.4006(4) -0.0955(4) 0.0355(9) Uani 1 1 d . . .
H15A H 0.0193 0.4257 -0.1446 0.043 Uiso 1 1 calc R . .
C16 C 0.0543(5) 0.2670(4) -0.1221(3) 0.0318(9) Uani 1 1 d . . .
H16A H -0.0429 0.2004 -0.1904 0.038 Uiso 1 1 calc R . .
O10 O 0.4836(3) 0.5518(3) 0.1653(2) 0.0383(7) Uani 1 1 d . . .
N21 N 0.3118(4) 0.5087(3) 0.3008(3) 0.0270(7) Uani 1 1 d . . .
C22 C 0.4707(5) 0.5753(3) 0.2831(3) 0.0285(9) Uani 1 1 d . . .
C23 C 0.6223(5) 0.6657(4) 0.3773(4) 0.0369(10) Uani 1 1 d . . .
H23A H 0.7346 0.7068 0.3598 0.044 Uiso 1 1 calc R . .
N24 N 0.6109(4) 0.6956(3) 0.4934(3) 0.0376(8) Uani 1 1 d . . .
C25 C 0.4534(5) 0.6329(4) 0.5139(3) 0.0351(10) Uani 1 1 d . . .
H25A H 0.4409 0.6531 0.5956 0.042 Uiso 1 1 calc R . .
C26 C 0.3064(5) 0.5377(3) 0.4165(3) 0.0263(8) Uani 1 1 d . . .
O20 O 0.1479(3) 0.4665(2) 0.4404(2) 0.0292(6) Uani 1 1 d . . .
N31 N -0.1175(4) 0.1488(3) 0.1839(3) 0.0249(7) Uani 1 1 d . . .
C32 C 0.0088(5) 0.2434(3) 0.2867(3) 0.0247(8) Uani 1 1 d . . .
H32A H 0.0979 0.2228 0.3253 0.030 Uiso 1 1 calc R . .
C33 C 0.0103(5) 0.3697(3) 0.3366(3) 0.0240(8) Uani 1 1 d . . .
C34 C -0.1191(5) 0.4018(4) 0.2855(3) 0.0303(9) Uani 1 1 d . . .
H34A H -0.1198 0.4883 0.3207 0.036 Uiso 1 1 calc R . .
C35 C -0.2485(5) 0.3033(4) 0.1809(3) 0.0335(9) Uani 1 1 d . . .
H35A H -0.3414 0.3212 0.1431 0.040 Uiso 1 1 calc R . .
C36 C -0.2434(5) 0.1799(4) 0.1314(3) 0.0295(9) Uani 1 1 d . . .
H36A H -0.3312 0.1143 0.0579 0.035 Uiso 1 1 calc R . .
N40 N 0.2506(6) 0.0618(4) 0.1877(6) 0.0600(13) Uani 1 1 d . . .
O40 O 0.1296(4) 0.0363(3) 0.0927(3) 0.0483(8) Uani 1 1 d . . .
O41 O 0.3774(16) 0.1062(9) 0.1812(12) 0.311(7) Uani 1 1 d . . .
O42 O 0.2063(6) 0.0376(4) 0.2695(4) 0.0791(12) Uani 1 1 d . . .
N50 N 0.4362(5) 0.1292(3) -0.1781(3) 0.0361(8) Uani 1 1 d . . .
O50 O 0.3986(3) 0.1128(2) -0.0796(2) 0.0310(6) Uani 1 1 d . . .
O51 O 0.5982(5) 0.1784(3) -0.1773(3) 0.0689(10) Uani 1 1 d . . .
O52 O 0.3079(4) 0.0930(3) -0.2657(3) 0.0452(7) Uani 1 1 d . . .
N60 N 0.8854(6) 0.2403(4) -0.4196(4) 0.0615(12) Uani 1 1 d . . .
C61 C 0.9104(11) 0.1488(10) -0.4528(8) 0.043(2) Uani 0.50 1 d P A 1
C62 C 0.9578(13) 0.0311(8) -0.4878(9) 0.054(3) Uani 0.50 1 d P . 1
H62A H 1.0851 0.0596 -0.4836 0.081 Uiso 0.50 1 d PR . 1
H62B H 0.9278 -0.0146 -0.4327 0.081 Uiso 0.50 1 d PR . 1
H62C H 0.8888 -0.0292 -0.5700 0.081 Uiso 0.50 1 d PR . 1
C63 C 0.7496(12) 0.1514(9) -0.4481(8) 0.040(2) Uani 0.50 1 d P A 2
C64 C 0.5706(11) 0.0417(8) -0.4865(9) 0.055(3) Uani 0.50 1 d P . 2
H64A H 0.4794 0.0750 -0.4705 0.082 Uiso 0.50 1 d PR . 2
H64D H 0.5456 -0.0073 -0.5730 0.082 Uiso 0.50 1 d PR . 2
H64B H 0.5697 -0.0171 -0.4437 0.082 Uiso 0.50 1 d PR . 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N31 Cu1 N11 170.19(11) 2 . ?
N31 Cu1 O50 89.17(12) 2 . ?
N11 Cu1 O50 87.07(12) . . ?
N31 Cu1 O40 92.35(12) 2 2 ?
N11 Cu1 O40 93.46(12) . 2 ?
O50 Cu1 O40 166.23(12) . 2 ?
N31 Cu1 O40 96.77(11) 2 . ?
N11 Cu1 O40 92.61(11) . . ?
O50 Cu1 O40 95.45(11) . . ?
O40 Cu1 O40 70.78(15) 2 . ?
C16 N11 C12 118.4(3) . . ?
C16 N11 Cu1 123.0(2) . . ?
C12 N11 Cu1 118.0(2) . . ?
N11 C12 C13 121.4(4) . . ?
C14 C13 C12 120.0(4) . . ?
C14 C13 O10 120.7(3) . . ?
C12 C13 O10 119.1(4) . . ?
C13 C14 C15 118.4(3) . . ?
C16 C15 C14 119.3(4) . . ?
N11 C16 C15 122.4(4) . . ?
C22 O10 C13 117.8(3) . . ?
C26 N21 C22 115.2(3) . . ?
N21 C22 O10 118.0(3) . . ?
N21 C22 C23 123.4(3) . . ?
O10 C22 C23 118.6(3) . . ?
N24 C23 C22 119.8(4) . . ?
C25 N24 C23 118.1(3) . . ?
N24 C25 C26 120.2(4) . . ?
N21 C26 O20 117.6(3) . . ?
N21 C26 C25 123.2(3) . . ?
O20 C26 C25 119.2(3) . . ?
C26 O20 C33 114.8(3) . . ?
C36 N31 C32 118.6(3) . . ?
C36 N31 Cu1 118.7(2) . 2 ?
C32 N31 Cu1 122.7(2) . 2 ?
N31 C32 C33 120.7(3) . . ?
C34 C33 C32 121.2(3) . . ?
C34 C33 O20 119.9(3) . . ?
C32 C33 O20 118.9(3) . . ?
C33 C34 C35 117.3(3) . . ?
C36 C35 C34 120.1(4) . . ?
N31 C36 C35 121.9(3) . . ?
O41 N40 O42 127.5(11) . . ?
O41 N40 O40 112.6(11) . . ?
O42 N40 O40 119.8(5) . . ?
N40 O40 Cu1 114.5(3) . 2 ?
N40 O40 Cu1 136.1(3) . . ?
Cu1 O40 Cu1 109.22(15) 2 . ?
O52 N50 O51 125.1(4) . . ?
O52 N50 O50 117.5(3) . . ?
O51 N50 O50 117.4(4) . . ?
N50 O50 Cu1 108.1(2) . . ?
C61 N60 C63 73.3(7) . . ?
N60 C61 C62 174.9(9) . . ?
C62 C62 C61 159.9(14) 2_754 . ?
N60 C63 C64 176.9(9) . . ?
C64 C64 C63 177.9(14) 2_654 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N31 1.998(3) 2 ?
Cu1 N11 2.005(3) . ?
Cu1 O50 2.009(3) . ?
Cu1 O40 2.011(4) 2 ?
Cu1 O40 2.369(4) . ?
N11 C16 1.339(5) . ?
N11 C12 1.341(4) . ?
C12 C13 1.382(5) . ?
C13 C14 1.363(5) . ?
C13 O10 1.390(4) . ?
C14 C15 1.380(5) . ?
C15 C16 1.372(5) . ?
O10 C22 1.364(4) . ?
N21 C26 1.318(5) . ?
N21 C22 1.328(5) . ?
C22 C23 1.377(5) . ?
C23 N24 1.335(5) . ?
N24 C25 1.323(5) . ?
C25 C26 1.387(5) . ?
C26 O20 1.377(4) . ?
O20 C33 1.396(4) . ?
N31 C36 1.347(4) . ?
N31 C32 1.347(4) . ?
N31 Cu1 1.998(3) 2 ?
C32 C33 1.376(5) . ?
C33 C34 1.370(5) . ?
C34 C35 1.379(5) . ?
C35 C36 1.369(5) . ?
N40 O41 1.002(9) . ?
N40 O42 1.152(6) . ?
N40 O40 1.288(6) . ?
O40 Cu1 2.011(4) 2 ?
N50 O52 1.231(4) . ?
N50 O51 1.235(4) . ?
N50 O50 1.294(4) . ?
N60 C61 1.098(10) . ?
N60 C63 1.129(9) . ?
C61 C62 1.482(13) . ?
C62 C62 1.152(18) 2_754 ?
C63 C64 1.450(11) . ?
C64 C64 1.132(15) 2_654 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N31 Cu1 N11 C16 60.2(8) 2 . . . ?
O50 Cu1 N11 C16 127.8(3) . . . . ?
O40 Cu1 N11 C16 -66.0(3) 2 . . . ?
O40 Cu1 N11 C16 -136.9(3) . . . . ?
N31 Cu1 N11 C12 -110.5(7) 2 . . . ?
O50 Cu1 N11 C12 -42.9(3) . . . . ?
O40 Cu1 N11 C12 123.3(3) 2 . . . ?
O40 Cu1 N11 C12 52.4(3) . . . . ?
C16 N11 C12 C13 -2.2(5) . . . . ?
Cu1 N11 C12 C13 169.0(3) . . . . ?
N11 C12 C13 C14 2.4(5) . . . . ?
N11 C12 C13 O10 -173.4(3) . . . . ?
C12 C13 C14 C15 -1.3(5) . . . . ?
O10 C13 C14 C15 174.4(3) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C12 N11 C16 C15 0.9(5) . . . . ?
Cu1 N11 C16 C15 -169.8(3) . . . . ?
C14 C15 C16 N11 0.2(6) . . . . ?
C14 C13 O10 C22 106.2(4) . . . . ?
C12 C13 O10 C22 -78.1(4) . . . . ?
C26 N21 C22 O10 -178.6(3) . . . . ?
C26 N21 C22 C23 1.7(5) . . . . ?
C13 O10 C22 N21 -1.3(5) . . . . ?
C13 O10 C22 C23 178.4(3) . . . . ?
N21 C22 C23 N24 -3.7(6) . . . . ?
O10 C22 C23 N24 176.7(3) . . . . ?
C22 C23 N24 C25 2.1(6) . . . . ?
C23 N24 C25 C26 0.9(5) . . . . ?
C22 N21 C26 O20 -176.6(3) . . . . ?
C22 N21 C26 C25 1.6(5) . . . . ?
N24 C25 C26 N21 -3.0(6) . . . . ?
N24 C25 C26 O20 175.2(3) . . . . ?
N21 C26 O20 C33 0.5(4) . . . . ?
C25 C26 O20 C33 -177.8(3) . . . . ?
C36 N31 C32 C33 -0.6(5) . . . . ?
Cu1 N31 C32 C33 -179.9(2) 2 . . . ?
N31 C32 C33 C34 1.9(5) . . . . ?
N31 C32 C33 O20 -177.4(3) . . . . ?
C26 O20 C33 C34 -94.5(4) . . . . ?
C26 O20 C33 C32 84.8(4) . . . . ?
C32 C33 C34 C35 -1.2(5) . . . . ?
O20 C33 C34 C35 178.1(3) . . . . ?
C33 C34 C35 C36 -0.6(5) . . . . ?
C32 N31 C36 C35 -1.4(5) . . . . ?
Cu1 N31 C36 C35 178.0(3) 2 . . . ?
C34 C35 C36 N31 2.0(6) . . . . ?
O41 N40 O40 Cu1 -174.4(6) . . . 2 ?
O42 N40 O40 Cu1 2.9(5) . . . 2 ?
O41 N40 O40 Cu1 11.7(9) . . . . ?
O42 N40 O40 Cu1 -171.0(3) . . . . ?
N31 Cu1 O40 N40 84.0(4) 2 . . . ?
N11 Cu1 O40 N40 -93.1(4) . . . . ?
O50 Cu1 O40 N40 -5.8(4) . . . . ?
O40 Cu1 O40 N40 174.2(4) 2 . . . ?
N31 Cu1 O40 Cu1 -90.13(14) 2 . . 2 ?
N11 Cu1 O40 Cu1 92.76(14) . . . 2 ?
O50 Cu1 O40 Cu1 -179.94(12) . . . 2 ?
O40 Cu1 O40 Cu1 0.0 2 . . 2 ?
O52 N50 O50 Cu1 -2.4(4) . . . . ?
O51 N50 O50 Cu1 178.5(3) . . . . ?
N31 Cu1 O50 N50 86.0(2) 2 . . . ?
N11 Cu1 O50 N50 -84.9(2) . . . . ?
O40 Cu1 O50 N50 -177.5(4) 2 . . . ?
O40 Cu1 O50 N50 -177.3(2) . . . . ?
C63 N60 C61 C62 -134(11) . . . . ?
N60 C61 C62 C62 -56(13) . . . 2_754 ?
C61 N60 C63 C64 -148(17) . . . . ?
N60 C63 C64 C64 -68(51) . . . 2_654 ?
